
Susan Aglukark,, is a Canadian singer whose blend of Inuit folk music traditions with country and pop songwriting has made her a major recording star in Canada. Her most successful song/single is "O Siem", which reached No. 1 on the Canadian country and adult contemporary charts in 1995. Overall, she has released seven studio albums and has won three Juno Awards.

Jann Arden is a Canadian singer-songwriter and actress. She is famous for her signature ballads, "Could I Be Your Girl" and "Insensitive", which is her biggest hit to date.

Talmage Charles Robert "Tal" Bachman is a Canadian singer-songwriter and musician. He is best known for his late 1998 hit, "She's So High", a pop rock tune from his self-titled 1999 album that led to a BMI award.

Michael Steven Bublé ( boo-BLAY; born September 9, 1975) is a Canadian singer, songwriter, and record producer. His first album reached the top ten in Canada and the United Kingdom. He found a worldwide audience with his 2005 album It's Time as well as his 2007 album Call Me Irresponsible – which reached number one on the Canadian Albums Chart, the UK Albums Chart, the US Billboard 200, the Australian ARIA Albums Chart and several European charts. Bublé's 2009 album Crazy Love debuted at number one on the US Billboard 200 after three days of sales, and remained there for two weeks. It was also his fourth number one album on Billboard's Top Jazz Albums chart. His 2011 holiday album, Christmas, was in first place on the Billboard 200 for the final four weeks of 2011 and the first week of 2012, totalling five weeks atop the chart, it also made the top 5 in the United Kingdom. With this, Christmas became his third-consecutive number-one album on the chart. To Be Loved was released in April 2013. Bublé has sold over 40 million records worldwide, and won numerous awards, including four Grammy Awards and multiple Juno Awards. Bublé is a dual citizen of Canada and Italy.

Megan Bülow, known professionally as Bülow, is a German-born Canadian pop singer who had success with her debut EP Damaged Vol. 1.

Alessia Caracciolo, known professionally as Alessia Cara, is a Canadian singer, songwriter, and multi-instrumentalist. After producing acoustic covers, she signed with EP Entertainment and Def Jam Recordings in 2014 and released her debut single the following year. "Here" peaked at number 19 on the Canadian Hot 100 chart and was a sleeper hit in the United States, peaking at number 5 on the Billboard Hot 100 chart.

Terri Clark is a Canadian country music artist who has had success in both Canada and the United States. Signed to Mercury Records in 1995, she released her self-titled debut that year. Both it and its two follow-ups, 1996's Just the Same and 1998's How I Feel, were certified platinum in both countries, and produced several Top Ten country hits.

Burton Lorne Cummings, is a Canadian musician, singer and songwriter.

Melanie Doane is a Canadian singer, songwriter, actress, and music educator.

Aubrey Drake Graham is a Canadian rapper, singer, songwriter, actor, and entrepreneur. A prominent figure in popular music, Drake is credited for popularizing the Toronto sound. He first gained recognition as an actor on the teen drama television series Degrassi: The Next Generation (2001-2007); intent on pursuing a career in music, he left the series after releasing his debut mixtape Room for Improvement. He released two more independent projects, Comeback Season and So Far Gone, before signing to Young Money Entertainment.

Tim Feehan is a Canadian singer-songwriter, producer, mix master and Los Angeles area studio owner.

Leslie Feist, better known by her stage name Feist, is a Canadian indie pop singer-songwriter and guitarist, performing both as a solo artist and as a member of the indie rock group Broken Social Scene.

Nelly Kim Furtado is a Portuguese-Canadian singer-songwriter and record producer. Furtado is known for her musical versatility and constant reinvention, commonly associated with world music.

Colin James is a Canadian rock and blues singer and songwriter.

Sass Jordan is a British-born Canadian rock singer from Montreal, Quebec. Her first single, "Tell Somebody," from her debut album of the same name won the Juno Award for Most Promising Female Vocalist in 1989. Since then, she has been nominated three more times and won the Billboard Best Female Rock Vocalist award.

Kiesa Rae Ellestad, known professionally as Kiesza, is a Canadian singer and multi-instrumentalist from Calgary, who has most recently worked in New York City and London. She relocated to Toronto, where injuries from a car accident required her to take several years off, to recover.

Brett Kissel is a Canadian country singer. He has two #1 hits with "Airwaves" and "Drink About Me".

Kathryn Dawn Lang, known by her stylized stage name k.d. lang, is a Canadian pop and country singer-songwriter and occasional actress.

Daniel Roland Lanois is a Canadian record producer, guitarist, vocalist, and songwriter.

Avril Ramona Lavigne is a Canadian-French singer, songwriter, and actress. By the age of 15, she had appeared on stage with Shania Twain, and by 16, she had signed a two-album recording contract with Arista Records worth more than $2 million.

Lights Poxleitner-Bokan is a Canadian musician, singer and songwriter from Timmins, Ontario. She is known for singles "Drive My Soul", "February Air", "Ice", "Second Go", "Toes", "Lions" and "Up We Go". She was awarded the 2009 Juno Award for New Artist of the Year and two 2009 Astral Media Radio awards during Canadian Music Week. As a recording artist, she stylizes herself mononymously as Lights.

Ashley Dwayne MacIsaac is a Canadian fiddler, singer and songwriter from Cape Breton Island. He has received three Juno Awards, winning for Best New Solo Artist and Best Roots & Traditional Album – Solo at the Juno Awards of 1996, and for Best Instrumental Artist at the Juno Awards of 1997. His 1995 album Hi™ How Are You Today? was a double-platinum selling Canadian record. MacIsaac published an autobiography, Fiddling with Disaster in 2003.

Rita MacNeil, CM, ONS was a Canadian singer from the community of Big Pond on Nova Scotia's Cape Breton Island. Her biggest hit, "Flying On Your Own", was a crossover Top 40 hit in 1987 and was covered by Anne Murray the following year, although she had hits on the country and adult contemporary charts throughout her career. In the United Kingdom, MacNeil's song "Working Man" was a No. 11 hit in 1990.

Daniel Mangan is a Vancouver-based Canadian musician. He has also been a contributing writer for The Guardian's Arts section, Montecristo Magazine and Huffington Post Canada, and has won two Juno Awards.

Joseph Kim Mitchell is a Canadian musician. He was the lead singer and guitarist for the band Max Webster before going on to a solo career. His 1984 single, "Go For Soda", was his only charted song on the US Billboard Hot 100, reaching number 86. Six other singles, "Patio Lanterns", "Rock and Roll Duty", "Rockland Wonderland", "Expedition Sailor", "America", and "Some Folks", reached the top 20 in Canada.

Alanis Nadine Morissette is a Canadian-American singer, songwriter, record producer, and actress. Known for her emotive mezzo-soprano voice, Morissette began her career in Canada in the early 1990s with two mildly successful dance-pop albums. Afterward, as part of a recording deal, she moved to Holmby Hills, Los Angeles. In 1995, she released Jagged Little Pill, a more rock-oriented album which sold more than 33 million copies globally and is her most critically acclaimed work to date. This was made into a rock musical of the same name in 2017, which earned 15 Tony Award nominations including Best Musical. Her follow-up album, Supposed Former Infatuation Junkie, was released in 1998.

Alannah Myles is a Canadian singer/songwriter who has won both a Grammy and a Juno Award for her recording of the song “Black Velvet”. The song was a top-ten hit in Canada; it was also a number one hit on the U.S. Billboard Hot 100 in 1990.

Carole Ann Pope is a British-born Canadian rock singer-songwriter, whose provocative blend of hard-edged new wave rock with explicit homoerotic and BDSM-themed lyrics made her one of the first openly lesbian entertainers to achieve mainstream fame. She is the sister of Emmy Award-winning television producer and screenwriter Elaine Pope.

Daniel Richard Powter is a Canadian musician. He is best known for his self-penned hit song "Bad Day" (2005), which was top of the Billboard Hot 100 for five weeks.

Jessica Reyez is a Canadian singer and songwriter. Her 2016 single "Figures" peaked at number 58 on the Canadian Hot 100 in 2017 and was certified triple Platinum by Music Canada and Platinum by the RIAA. Her 2017 EP, Kiddo, led to four nominations at the 2018 Juno Awards, winning Breakthrough Artist. Her follow up EP, Being Human in Public, was released in 2018. It won R&B/Soul Recording of The Year at the 2019 Juno Awards and was nominated for Best Urban Contemporary Album at the 2020 Grammy Awards. Reyez again won the R&B/Soul Recording of the Year, for "Feel it Too" with Tory Lanez and Tainy, at the 2020 Juno Awards, where she was also nominated for Artist of the Year. Reyez has co-written songs for Calvin Harris and Normani, most notably penning the hit "One Kiss", and has collaborated with Eminem on multiple occasions. Her debut album, Before Love Came to Kill Us, was released on March 27, 2020.

Kim Richardson is a Canadian singer and actress, who won two Juno Awards as a solo recording artist in the 1980s.

Serena Lauren Ryder is a Canadian singer-songwriter. Born in Toronto, she grew up in Millbrook, Ontario. Ryder first gained national recognition with her ballad "Weak in the Knees" in 2007 and has released eight studio albums.

Meaghan Smith is a Canadian singer-songwriter, musician, and visual artist. Her independently produced début album, The Cricket's Orchestra, was released by Warner Music Canada-Sire Records in 2009. That same year, Smith also received attention for contributing a cover of the Pixies song "Here Comes Your Man" to the soundtrack of the film (500) Days of Summer. The recording featured Smith playing an Omnichord.

Lennon Ray Louise Stella is a Canadian singer and actress. She portrayed Maddie Conrad on the musical-drama series Nashville (2012–18). Before going solo in 2018, Stella performed with her sister as the duo Lennon & Maisy. Stella released her debut EP Love, Me in 2018. Her debut studio album Three. Two. One. was released on April 24, 2020.

Tomi Swick is a Canadian singer-songwriter from Hamilton, Ontario formerly signed to Warner Music Canada, now signed to Slaight Music.

Gino Vannelli is a Canadian rock singer and songwriter who had several hit songs in the 1970s and 1980s. His best-known singles include "I Just Wanna Stop" (1978), "Living Inside Myself" (1981) and "Wild Horses" (1987).

Abel Makkonen Tesfaye, known professionally as The Weeknd, is a Canadian singer, songwriter, and record producer. Noted for his falsetto and eccentric music style, Tesfaye is recognized for heavily influencing contemporary R&B and inspiring multiple artists. He began his recording career in 2010, anonymously uploading several songs to YouTube. A year later, the Weeknd released the mixtapes House of Balloons, Thursday, and Echoes of Silence, and quickly earned a following and critical recognition from several mainstream publications due to his dark style of R&B and the mystique surrounding his identity.

Hawksley Workman is a Canadian rock singer-songwriter who has garnered critical acclaim for his blend of cabaret pop and glam rock. Workman has released eleven full-length albums throughout his career. A multi-instrumentalist, he plays guitar, drums, bass, keyboards and sings on his records, often switching between those instruments when playing live.